Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Preparation method of 2, 5-furandimethanol

A technology of furandimethanol and hydroxymethylfurfural, which is applied in chemical instruments and methods, molecular sieve catalysts, physical/chemical process catalysts, etc., can solve the problems of difficulty in improving the selectivity of reaction products and high pressure, and achieve hydrogenation rate enhancement, Avoid the effects of over-hydrogenation

Active Publication Date: 2020-08-25
SUN YAT SEN UNIV
View PDF8 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It has been reported in the literature that supported transition metals Au, Pt, and Ru can catalyze this reaction, but because the raw material 5-hydroxymethylfurfural compound will inevitably generate other by-products, it is difficult to increase the selectivity of the reaction product to more than 99%.
Professor Ohyama of Nagoya University in Japan reported the load-type Au / Al 2 o 3 The hydrogenation reaction is catalyzed, and the product yield is 96%, and side reactions have partially occurred in 5-hydroxymethylfurfural; and the pressure of the reaction is as high as 6.5Mpa, which has a large safety hazard (RSC Adv.2013,3,1033- 1036.)
Japan's Chatterjee et al. reported that Pt / MCM-41 catalyzed the hydrogenation of 5-hydroxymethylfurfural. Although the catalytic conversion rate of the reaction was 100%, the catalytic selectivity was only 98.9%, and there was still 1.1% of the by-product 5-methylfurfural. Furfural (Green Chem.2014,16,4737-4739.)

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Preparation method of 2, 5-furandimethanol
  • Preparation method of 2, 5-furandimethanol
  • Preparation method of 2, 5-furandimethanol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] In this example, under a hydrogen atmosphere, 5-hydroxymethylfurfural is catalytically hydrogenated using nano-platinum encapsulated by Y molecular sieves as a catalyst to prepare 2,5-furandimethanol, which includes the following steps:

[0032] (1) Preparation of catalyst

[0033] Dissolve 4.44g of sodium hydroxide, 1.04g of aluminum hydroxide and 12.0g of Ludox-HS 30 in 40.0g of water, then add 0.1g of tetraaminoplatinum nitrate and stir evenly. The resulting mixture was aged at room temperature for 24 hours, then statically crystallized at 100° C. for 12 hours, then suction filtered and dried to obtain a white material.

[0034] The white material was placed in a muffle furnace, raised from room temperature to 350°C at a heating rate of 0.0114°C / s, and calcined at 350°C in an air atmosphere for 3 hours. 2 / N 2 Under mixed gas atmosphere (because all hydrogen treatment operations are particularly dangerous, use N 2 Dilution, H 2 The volume concentration in the mix...

Embodiment 2

[0039] Put 30 mg of the Pt@Y catalyst prepared in Example 1 into a small autoclave, add 1.5 ml of water, and take 0.1 mmol of the substrate 5-hydroxymethylfurfural into the autoclave. The air in the autoclave was replaced with hydrogen for three times, then the pressure of hydrogen was increased to 2 MPa, and the reaction was carried out at 80° C. for 240 min. After the reaction was completed, the product was obtained by centrifugation and rotary evaporation. The isolated Pt@Y catalyst was washed three times with ethanol for the next use.

Embodiment 3

[0041] Put 30mg of the Pt@Y catalyst prepared in Example 1 into a small autoclave, add 1.5ml of water, take the substrate 5-hydroxymethylfurfural 0.1mmol into the autoclave, replace the air in the autoclave with hydrogen three times, The pressure was raised to 2MPa, and the reaction was carried out at 85°C for 240min. After the reaction was completed, the product was obtained by centrifugation and rotary evaporation. The isolated Pt@Y catalyst was washed three times with ethanol for the next use.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
particle sizeaaaaaaaaaa
particle sizeaaaaaaaaaa
Login to View More

Abstract

The invention provides a preparation method of 2, 5-furandimethanol. The preparation method comprises the following step of: in a hydrogen atmosphere, carrying out catalytic hydrogenation on 5-hydroxymethylfurfural by using Y molecular sieve-encapsulated nano platinum as a catalyst to obtain 2, 5-furandimethanol. According to the preparation method, catalytic hydrogenation is carried out on the 5-hydroxymethylfurfural by using the Y molecular sieve-encapsulated nano platinum, so that the 5-hydroxymethylfurfural can be adsorbed on the surfaces of platinum particles in an endpoint adsorption conformation instead of a lying adsorption conformation. According to the endpoint adsorption conformation, on one hand, one end of the hydroxyl of the 5-hydroxymethylfurfural is vertically adsorbed, sothat the hydrogenation rate of the hydroxyl is greatly reduced; on the other hand, the hydrogenation rate of the aldehyde group of the 5-hydroxymethylfurfural on the surfaces of the platinum particlesis increased; and therefore, catalytic hydrogenation selectivity higher than 99% can be achieved, and excessive hydrogenation of furan rings is completely avoided.

Description

technical field [0001] The invention belongs to the field of chemistry and chemical engineering, and in particular relates to a preparation method of 2,5-furandimethanol. Background technique [0002] 2,5-furandimethanol is a widely used raw material, which can be used to synthesize pharmaceutical intermediates, nucleoside derivatives, 1,6-hexanediol and crown ether, etc., and can also be used as a wetting agent, solvent, softener Agents, binders, surfactants, synthetic plasticizers, etc. In addition, 2,5-furandimethanol can also be used as an effective monomer to prepare polymer materials such as polyester and polyurethane. [0003] The traditional method of synthesizing 2,5-furandimethanol is to oxidize 1,5-hexadiene. This method is prone to over-oxidation problems during the reaction process, and is accompanied by side reactions of C-C bond breakage, which makes the yield of the product and selectivity are low. 2,5-furandimethanol can also be obtained by etherification...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/42B01J29/12
CPCC07D307/42B01J29/126B01J2229/186Y02P20/584
Inventor 陈强
Owner SUN YAT SEN UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com